1-Phenethylamine, (-)- → HCID 60003258, compound

HRID 396367Notes

Reaction equation

HRID 396367 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([CH:20]3[CH2:25][CH2:24][N:23]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:22][CH2:21]3)[S:11][C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[C:15](F)[CH:14]=2)=[CH:4][CH:3]=1.[C:31]1([C@@H:37]([NH2:39])[CH3:38])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([CH:20]3[CH2:21][CH2:22][N:23]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:24][CH2:25]3)[S:11][C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[C:15]([NH:39][C@H:37]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH3:38])[CH:14]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 758181-Phenethylamine, (-)-HCID 10048273HCID 10048273, compound

Product 1

HCID 60003258HCID 60003258, compoundYield 67.3%

Procedure

4-(4-Fluorophenyl)-2-(1-ethoxycarbonylpiperidin-4-yl)-5-(2-fluoro-4-pyridinyl)thiazole (2.4 g. 5.5 mmol) and 1-(S)-phenylethylamine (5.5 ml are heated to 195° C. for 5 h. The reaction mixture is evaporated and purified by SiO2 chromatography (ethyl acetate/cyclohexane 20/80 to 30/70) to yield the title compound as a white foam (2.0 g 67.3%)

Workup

  1. customThe reaction mixture is evaporated
  2. custompurified by SiO2 chromatography (ethyl acetate/cyclohexane 20/80 to 30/70)

Sources & evidence

ORD record
ord-407964d330cf41dc8d7dcd6ac1ceb2db
Source dataset
uspto-grants-2003_08
Patent number
US06608072B1

Reaction notes

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